5beta,10beta-Bis(4-hydroxyphenyl)-4bbeta,5,9bbeta,10-tetrahydroindeno[2,1-a]indene-1,3,6,8-tetraol

Details

• Internal ID: cf830cf6-fa16-43f5-b76d-1f56a34d22f7
• Taxonomy: Benzenoids > Indanes
• IUPAC Name: (4bS,5S,9bS,10S)-5,10-bis(4-hydroxyphenyl)-4b,5,9b,10-tetrahydroindeno[2,1-a]indene-1,3,6,8-tetrol
• SMILES (Canonical): C1=CC(=CC=C1C2C3C(C(C4=C3C=C(C=C4O)O)C5=CC=C(C=C5)O)C6=C2C(=CC(=C6)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1[C@@H]2[C@@H]3[C@@H]([C@H](C4=C3C=C(C=C4O)O)C5=CC=C(C=C5)O)C6=C2C(=CC(=C6)O)O)O
• InChI: InChI=1S/C28H22O6/c29-15-5-1-13(2-6-15)23-25-19(9-17(31)11-21(25)33)28-24(14-3-7-16(30)8-4-14)26-20(27(23)28)10-18(32)12-22(26)34/h1-12,23-24,27-34H/t23-,24-,27+,28+/m0/s1
• InChI Key: YNVJOQCPHWKWSO-KBJUPQRZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₂O₆
• Molecular Weight: 454.50 g/mol
• Exact Mass: 454.14163842 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 5.08
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	-	0.8561	85.61%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6766	67.66%
OATP2B1 inhibitior	-	0.5582	55.82%
OATP1B1 inhibitior	+	0.8827	88.27%
OATP1B3 inhibitior	+	0.8369	83.69%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6074	60.74%
P-glycoprotein inhibitior	-	0.6596	65.96%
P-glycoprotein substrate	-	0.9306	93.06%
CYP3A4 substrate	-	0.6097	60.97%
CYP2C9 substrate	-	0.5691	56.91%
CYP2D6 substrate	+	0.4383	43.83%
CYP3A4 inhibition	+	0.6684	66.84%
CYP2C9 inhibition	+	0.8825	88.25%
CYP2C19 inhibition	+	0.8199	81.99%
CYP2D6 inhibition	-	0.7635	76.35%
CYP1A2 inhibition	+	0.9589	95.89%
CYP2C8 inhibition	+	0.6564	65.64%
CYP inhibitory promiscuity	+	0.8285	82.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.4821	48.21%
Eye corrosion	-	0.9919	99.19%
Eye irritation	+	0.7944	79.44%
Skin irritation	+	0.6431	64.31%
Skin corrosion	-	0.9458	94.58%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3950	39.50%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.7005	70.05%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.4753	47.53%
Acute Oral Toxicity (c)	III	0.6899	68.99%
Estrogen receptor binding	+	0.7249	72.49%
Androgen receptor binding	+	0.8419	84.19%
Thyroid receptor binding	+	0.7669	76.69%
Glucocorticoid receptor binding	+	0.8150	81.50%
Aromatase binding	+	0.6983	69.83%
PPAR gamma	+	0.9041	90.41%
Honey bee toxicity	-	0.9279	92.79%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9638	96.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.76%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.39%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.55%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.03%	99.15%
CHEMBL3194	P02766	Transthyretin	86.81%	90.71%
CHEMBL2581	P07339	Cathepsin D	83.91%	98.95%
CHEMBL4208	P20618	Proteasome component C5	83.08%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.94%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.61%	97.09%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	81.96%	97.23%

Plants that contains it

• Acacia adunca
• Adiantum philippense
• Aldama incana
• Annona cornifolia
• Artemisia pedemontana subsp. assoana
• Astragalus sempervirens
• Calostephane divaricata
• Caragana aurantiaca
• Chaenomeles sinensis
• Dumortiera hirsuta
• Echeveria secunda
• Eucalyptus melliodora
• Gnetum latifolium
• Goniothalamus malayanus
• Hedysarum inundatum
• Hypericum laricifolium
• Ipomoea digitata
• Lepisorus ussuriensis
• Lysimachia mauritiana
• Marrubium anisodon
• Naucleopsis ternstroemiiflora
• Ocotea pittieri
• Parthenocissus tricuspidata
• Pastinaca sativa
• Peltostigma guatemalense
• Premna odorata
• Rauvolfia vomitoria
• Rhodanthe chlorocephala subsp. rosea
• Rumex maritimus
• Salvia syriaca
• Scutellaria amoena
• Solanum laxum
• Swertia franchetiana
• Vaccinium oxycoccos
• Vitis vinifera
• Wikstroemia retusa
• Zanthoxylum tetraspermum

Cross-Links

• PubChem: 101801696
• NPASS: NPC146972
• LOTUS: LTS0066533
• wikiData: Q105351128