We examine the spatio-energetic and dynamics aspects of the S1-S2 conical intersection in positional isomers of dihydroxyanthraquinone – alizarin, anthrarufin, chrysazin and quinizarin – by employing the linear vibronic coupling approach. The S0→ S1 and S0→ S2 transitions are dipole-allowed (bright) and dipole-forbidden (dark), respectively, in alizarin, anthrarufin and quinizarin, while for chrysazin, the reverse holds. Geometries associated with the minimum energy conical intersection and the Franck–Condon point are near-identical in these molecules, wherein slight displacements of O-H vibrations are sufficient for the molecule to reach the conical intersection immediately after photoexcitation. The wavepacket initially evolving on the “bright” state bifurcates at the conical intersection; consequently, a portion of the wavepacket moves to the “dark” state of the molecule. Our findings suggest two intramolecular proton transfer pathways in these molecules, one via the “bright” state and the other via the “dark” state. We also discuss the broad emission features originating from excited-state single and double proton-transferred tautomers of these molecules.